Holiday rentals in Elkader

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

The Bridge View Studio

Perfect getaway and a perfect location to get to know Elkader with it’s coffee shops, antique mall, shops, opera house and beautiful Turkey River. Property was homesteaded in 1841 and sits directly across from the courthouse and looks over the famous Keystone Bridge and downtown. Come stay awhile. ***NOTE: Because we are located across from the court house the clock tower bells can be heard from our location. Main part of the house is our residence, Airb&b has separate entrance on the side.

Cozy creekside Driftless Log Cabin on beaver pond!

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. As of 2025, a resident beaver family are redesigning the creek/yard: you'll have a front row seat.

Creekside-water and nature lovers paradise

Is this Heaven? Maybe. Are you looking for a fun getaway for yourself, family, or friends? Well, look no further. Our place is ready for you to make lifelong memories. Create and tell stories while sitting under the stars next to the crackling campfire. Do your morning yoga by the babbling stream. Hike the trails. Soak up the sun on the sandy beach while listening to the waterfall. Laugh and splash your kiddos in our pond. Beach chairs, sand toys, floaties, kayaks, and more.

Cozy Apartment Steps from the Mighty Mississippi

Disconnect from the daily grind and enjoy a getaway in this welcoming one bedroom apartment, steps away from the Mighty Mississippi. Located in Clayton, Iowa, Located within walking distance of two delicious restaurants and a boat launch., and only 1/2 hour from the Casino Queen, local wineries, Pikes Peak State Park, as well as the historic communities of Elkader, IA and Prairie Du Chien, WI. Need more space? I also offer a two bedroom apartment: www. airbnb. com/rooms/43979345

Unplug and get back to nature

The log cabin was built as a place to unwind, relax, and truly unplug. Nestled among 15 acres of rolling hills, the cabin can serve as a place to hunker down and read three novels, or a home base for hiking, cycling and putting the nature back in your life. Be advised, there is NO television and that’s for good reason. Cook, drink, eat, play, relax and refresh yourself. Wake up to the songs of birds and listen to the owls at night while you’re warming yourself around a bonfire.

Cushion Cabins East

Very private, secluded and relaxing spot within 30 yards of walking or biking trail. Enjoy wildlife, plenty of deer and eagles to watch off the large open front porch. Fire pits for each cabin with firewood provided. Grill provided in front yard. Two private bedrooms with a queen bed in each. Kitchen included microwave, 2-burner stove and full size refrigerator. Coffee make and toaster also provided. River for canoeing and kayaking within walking distance.

The Jude

Loft-like 1 BR/1 BA 2nd floor apt. located in historic Elkader, IA. This 1901 building has many neat architectural features including high ceilings, arched windows overlooking Main St. and wood floors. Large combo living and dining area, and full kitchen. BR has queen bed; also 1 twin air mattresse avail. upon request. Bumper pool table. Free parking. Fantastic DOWNTOWN location close to everything! Enjoy the Turkey River and beautiful Clayton County!!!

Cabin in the Woods

Rustic cabin surrounded by small timber tract. Very cozy cabin with relaxing space, sleeps 6 guests; 4 beds, 1 Queen & 3 full beds. Quiet and private. You have the entire cabin to yourself. Enjoy the fire pit and feel to walk around the grounds. Close to The Field of Dreams, Mississippi and Maquoketa Rivers. Also, close to Jones and Delaware county fair grounds. You’ll also find that Farley Speedway and Tristate Raceway are minutes away. Nature awaits!!

1884 Red Brick Cottage

Step back in time to a quiet small town in Iowa, nestled within the hills of the driftless area. Time seems to stand still while you're here. The 1884 Red Brick Cottage offers 3+ Bedrooms in a peaceful neighborhood, close to riverfront activities, casino and downtown Marquette. Spacious backyard and sideyard, house is fully furnished and includes a firepit and gas grill for evening outdoor activities.

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.